ES2561332T3 - Compuestos cetólidos que tienen actividad antimicrobiana - Google Patents

Compuestos cetólidos que tienen actividad antimicrobiana Download PDF

Info

Publication number: ES2561332T3
Authority: ES; Spain
Prior art keywords: compound; acid; infection; thiadiazol; methyl
Prior art date: 2009-05-27
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Active

Application number

ES10747071.8T

Other languages

English (en)

Spanish (es)

Inventor

Bharat Kalidas Trivedi

Mahesh Vithalbhai Patel

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Wockhardt Ltd

Original Assignee

Wockhardt Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2009-05-27

Filing date

2010-05-26

Publication date

2016-02-25

2010-05-26 Application filed by Wockhardt Ltd filed Critical Wockhardt Ltd

2016-02-25 Application granted granted Critical

2016-02-25 Publication of ES2561332T3 publication Critical patent/ES2561332T3/es

Status Active legal-status Critical Current

2030-05-26 Anticipated expiration legal-status Critical

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 70
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208000015181 infectious disease Diseases 0.000 claims description 38
-1 2- (pyridin-2-yl) -1 , 3,4-thiadiazol-5-yl-methyl Chemical group 0.000 claims description 17
230000000813 microbial effect Effects 0.000 claims description 10
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239000003814 drug Substances 0.000 claims description 2
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239000000203 mixture Substances 0.000 description 27
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ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
239000003444 phase transfer catalyst Substances 0.000 description 1
COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
229910000073 phosphorus hydride Inorganic materials 0.000 description 1
229940075930 picrate Drugs 0.000 description 1
OXNIZHLAWKMVMX-UHFFFAOYSA-M picrate anion Chemical compound [O-]C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-M 0.000 description 1
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229950010765 pivalate Drugs 0.000 description 1
IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
229920001184 polypeptide Polymers 0.000 description 1
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
230000002028 premature Effects 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
108090000765 processed proteins & peptides Proteins 0.000 description 1
102000004196 processed proteins & peptides Human genes 0.000 description 1
230000000069 prophylactic effect Effects 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
BTAXGNQLYFDKEF-UHFFFAOYSA-N propyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCC BTAXGNQLYFDKEF-UHFFFAOYSA-N 0.000 description 1
JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
ZFCHNZDUMIOWFV-UHFFFAOYSA-N pyrimidine-2-carboxylic acid Chemical compound OC(=O)C1=NC=CC=N1 ZFCHNZDUMIOWFV-UHFFFAOYSA-N 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
229940107700 pyruvic acid Drugs 0.000 description 1
125000001453 quaternary ammonium group Chemical group 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
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201000003068 rheumatic fever Diseases 0.000 description 1
239000002453 shampoo Substances 0.000 description 1
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230000000391 smoking effect Effects 0.000 description 1
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235000011152 sodium sulphate Nutrition 0.000 description 1
241000894007 species Species 0.000 description 1
208000015339 staphylococcus aureus infection Diseases 0.000 description 1
238000007920 subcutaneous administration Methods 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
208000024891 symptom Diseases 0.000 description 1
230000009885 systemic effect Effects 0.000 description 1
239000003826 tablet Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
229940095064 tartrate Drugs 0.000 description 1
JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 1
VXKWYPOMXBVZSJ-UHFFFAOYSA-N tetramethyltin Chemical compound C[Sn](C)(C)C VXKWYPOMXBVZSJ-UHFFFAOYSA-N 0.000 description 1
238000011287 therapeutic dose Methods 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
206010044008 tonsillitis Diseases 0.000 description 1
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239000003053 toxin Substances 0.000 description 1
231100000765 toxin Toxicity 0.000 description 1
108700012359 toxins Proteins 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
COIOYMYWGDAQPM-UHFFFAOYSA-N tris(2-methylphenyl)phosphane Chemical compound CC1=CC=CC=C1P(C=1C(=CC=CC=1)C)C1=CC=CC=C1C COIOYMYWGDAQPM-UHFFFAOYSA-N 0.000 description 1
108010050327 trypticase-soy broth Proteins 0.000 description 1
OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
231100000397 ulcer Toxicity 0.000 description 1
ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 1
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208000000143 urethritis Diseases 0.000 description 1
208000019206 urinary tract infection Diseases 0.000 description 1
229940070710 valerate Drugs 0.000 description 1
NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
239000004474 valine Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Animal Behavior & Ethology (AREA)
Medicinal Chemistry (AREA)
Veterinary Medicine (AREA)
Pharmacology & Pharmacy (AREA)
Public Health (AREA)
Biochemistry (AREA)
Engineering & Computer Science (AREA)
Biotechnology (AREA)
Genetics & Genomics (AREA)
Oncology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Communicable Diseases (AREA)
Epidemiology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Saccharide Compounds (AREA)

ES10747071.8T 2009-05-27 2010-05-26 Compuestos cetólidos que tienen actividad antimicrobiana Active ES2561332T3 (es)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
INMU13072009		2009-05-27
IN1307MU2009		2009-05-27
PCT/IB2010/052325 WO2010136971A1 (en)	2009-05-27	2010-05-26	Ketolide compounds having antimicrobial activity

Publications (1)

Publication Number	Publication Date
ES2561332T3 true ES2561332T3 (es)	2016-02-25

Family

ID=42731985

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
ES10747071.8T Active ES2561332T3 (es)	2009-05-27	2010-05-26	Compuestos cetólidos que tienen actividad antimicrobiana

Country Status (14)

Country	Link
US (1)	US8541420B2 (pt)
EP (1)	EP2435460B1 (pt)
JP (1)	JP5607149B2 (pt)
KR (1)	KR101566053B1 (pt)
CN (1)	CN102459296B (pt)
AU (1)	AU2010252641B2 (pt)
BR (1)	BRPI1011959A2 (pt)
CA (1)	CA2763246C (pt)
ES (1)	ES2561332T3 (pt)
MX (1)	MX2011012614A (pt)
NZ (1)	NZ596628A (pt)
RU (1)	RU2011153353A (pt)
WO (1)	WO2010136971A1 (pt)
ZA (1)	ZA201108844B (pt)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
PT2673285T (pt) *	2010-12-09	2017-10-19	Wockhardt Ltd	Resumo
WO2012127351A1 (en) *	2011-03-22	2012-09-27	Wockhardt Limited	Process for preparation of ketolide compounds
ITMI20130444A1 (it) *	2013-03-22	2014-09-23	S B M Science Of Biology In Medici Ne Srl	Composto di inclusione comprendente adjudin [1-(2,4-diclorobenzil) - 1h-indazolo-3-carboidrazide] e ciclodestrina, sua preparazione e utilizzo.
US9776997B2 (en)	2013-06-04	2017-10-03	Bayer Pharma Aktiengesellschaft	3-aryl-substituted imidazo[1,2-A]pyridines and their use
US9688699B2 (en)	2014-02-19	2017-06-27	Bayer Pharma Aktiengesellschaft	3-(pyrimidine-2-yl)imidazo[1,2-a]pyridines
US20170027917A1 (en) *	2014-04-18	2017-02-02	Wockhardt Limited	Pharmaceutical compositions comprising antibacterial agents
EP3227287B1 (de)	2014-12-02	2019-08-07	Bayer Pharma Aktiengesellschaft	Heteroaryl-substituierte imidazo[1,2-a]pyridine und ihre verwendung
AU2017206672A1 (en) *	2016-01-12	2018-08-23	Wockhardt Limited	Pharmaceutical compositions
CA3014735A1 (en) *	2016-01-12	2017-07-20	Wockhardt Limited	Pharmaceutical compositions for the treatment of bacterial infections
CN108778254B (zh) *	2016-01-12	2020-09-04	沃克哈特有限公司	药物组合物
KR20190129863A (ko) *	2017-03-16	2019-11-20	욱크하르트 리미티드	케톨라이드 화합물의 제조 방법

Family Cites Families (13)

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Publication number	Priority date	Publication date	Assignee	Title
FR2719587B1 (fr)	1994-05-03	1996-07-12	Roussel Uclaf	Nouveaux dérivés de l'érythromycine, leur procédé de préparation et leur application comme médicaments.
DE69733422T2 (de)	1996-09-04	2006-05-04	Abbott Laboratories, Abbott Park	6-0-substituierte ketoliden mit antibakteriellen wirkung
CO4990960A1 (es) *	1997-10-29	2000-12-26	Abbott Lab	Derivados de cetolidos 2-halo-6-o sustituidos
EP0952157B1 (en) *	1998-04-24	2003-06-18	Pfizer Products Inc.	9A, 11B-Dehydro derivatives of 9-oxime-3-keto-6-0-methylerythromycin
JP4162992B2 (ja)	2000-08-22	2008-10-08	バジリアファルマスーチカアーゲー	抗菌活性を有する新規マクロライド
US20040077557A1 (en) *	2000-12-21	2004-04-22	Sulejman Ali	Macrolide antibiotics
GB0031312D0 (en)	2000-12-21	2001-02-07	Glaxo Group Ltd	Macrolides
GB0127349D0 (en)	2001-11-14	2002-01-02	Glaxo Group Ltd	Macrolides
US6995143B2 (en)	2002-02-28	2006-02-07	Basilea Pharmaceutica Ag	Macrolides with antibacterial activity
US6727229B2 (en)	2002-08-19	2004-04-27	Enanta Pharmaceuticals, Inc.	11,12-substituted lactone ketolide derivatives having antibacterial activity
US7163924B2 (en)	2003-04-25	2007-01-16	Chiron Corporation	Ketolide derivatives
JP5112079B2 (ja) *	2005-02-09	2013-01-09	バジリアファルマスーチカアーゲー	新規なマクロライド
CA2661538A1 (en) *	2006-08-24	2008-02-28	Wockhardt Research Centre	Novel macrolides and ketolides having antimicrobial activity

2010
- 2010-05-26 ES ES10747071.8T patent/ES2561332T3/es active Active
- 2010-05-26 BR BRPI1011959A patent/BRPI1011959A2/pt not_active Application Discontinuation
- 2010-05-26 AU AU2010252641A patent/AU2010252641B2/en not_active Ceased
- 2010-05-26 RU RU2011153353/04A patent/RU2011153353A/ru not_active Application Discontinuation
- 2010-05-26 NZ NZ596628A patent/NZ596628A/xx not_active IP Right Cessation
- 2010-05-26 CN CN201080023594.8A patent/CN102459296B/zh not_active Expired - Fee Related
- 2010-05-26 MX MX2011012614A patent/MX2011012614A/es active IP Right Grant
- 2010-05-26 US US13/321,892 patent/US8541420B2/en not_active Expired - Fee Related
- 2010-05-26 KR KR1020117031210A patent/KR101566053B1/ko not_active Expired - Fee Related
- 2010-05-26 JP JP2012512505A patent/JP5607149B2/ja not_active Expired - Fee Related
- 2010-05-26 CA CA2763246A patent/CA2763246C/en not_active Expired - Fee Related
- 2010-05-26 EP EP10747071.8A patent/EP2435460B1/en not_active Not-in-force
- 2010-05-26 WO PCT/IB2010/052325 patent/WO2010136971A1/en not_active Ceased
2011
- 2011-12-01 ZA ZA2011/08844A patent/ZA201108844B/en unknown

Also Published As

Publication number	Publication date
US20120142710A1 (en)	2012-06-07
ZA201108844B (en)	2013-02-27
US8541420B2 (en)	2013-09-24
EP2435460A1 (en)	2012-04-04
WO2010136971A1 (en)	2010-12-02
EP2435460B1 (en)	2015-01-07
AU2010252641A1 (en)	2011-12-15
RU2011153353A (ru)	2013-07-10
CA2763246A1 (en)	2010-12-02
CN102459296B (zh)	2014-10-29
NZ596628A (en)	2013-03-28
BRPI1011959A2 (pt)	2016-04-26
JP5607149B2 (ja)	2014-10-15
KR20120037916A (ko)	2012-04-20
JP2012528142A (ja)	2012-11-12
CN102459296A (zh)	2012-05-16
MX2011012614A (es)	2012-02-22
CA2763246C (en)	2013-10-29
KR101566053B1 (ko)	2015-11-04
AU2010252641B2 (en)	2015-09-17

Publication	Publication Date	Title
ES2561332T3 (es)	2016-02-25	Compuestos cetólidos que tienen actividad antimicrobiana
EP2673285B1 (en)	2017-07-19	Ketolide compounds
HRP20010374A2 (en)	2002-06-30	13-membered azalides and their use as antibiotic agents
CA2301643A1 (en)	1999-03-18	6,9-bridged erythromycin derivatives
JP2015017139A (ja)	2015-01-29	６，１１−架橋ビアリールマクロライド
SK286397B6 (sk)	2008-09-05	2-Halogén-6-O-substituované ketolidové deriváty, ich použitie, spôsob ich prípravy a farmaceutické kompozície s ich obsahom
ES2256030T3 (es)	2006-07-16	9a-azalidas con actividad antibacteriana.
JP2004529921A (ja)	2004-09-30	ロイコマイシンから誘導された９−アミノ−１４員環マクロライド
US6727229B2 (en)	2004-04-27	11,12-substituted lactone ketolide derivatives having antibacterial activity
NZ611653B (en)	2014-08-01	Ketolide compounds
NZ611653A (en)	2014-04-30	Ketolide compounds